Title: The Best Hotels in Oakland, Chicago - 2026 Updated Prices | Expedia.co.uk [Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Oakland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oakland.d6132392.Car-Hire-Guide)[Oakland Holidays](https://expedia.co.uk/Oakland.d6132392.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels in Oakland, Chicago - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [9 Jan - 10 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-01-09&endDate=2026-01-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-01-10&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Oakland hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (2 Room) | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2561x3y0-7e662cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/d34c171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Chicago, Tapestry Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) Gold Coast, 5.8 mi from Oakland 9.0/10 Wonderful (1,515 reviews) "Very nice and quiet, excellent location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony £71 includes taxes & fees 4 Feb - 5 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w3837h2557x3y3-ef0f356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/3932c1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2557h3837x3y3-5ce449d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8b216cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thompson Chicago, by Hyatt [](https://www.expedia.co.uk/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) Gold Coast, 5.5 mi from Oakland 9.2/10 Wonderful (1,309 reviews) "Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yoshio £140 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) ![Serves breakfast, lunch and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/8da50482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/ccac7aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/5c662e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/40f9f6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Chicago Downtown [](https://www.expedia.co.uk/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) River North, 5 mi from Oakland 9.4/10 Exceptional (865 reviews) "Great hotel, lots of fun and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber £94 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Streeterville, 4.7 mi from Oakland 9.4/10 Exceptional (2,312 reviews) "Excellent location, service, view and food!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine £114 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Suite | Dining room](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/c0679d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/6b730d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago Fulton Market [](https://www.expedia.co.uk/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) West Loop, 5 mi from Oakland 9.2/10 Wonderful (377 reviews) "The experience of the hotel was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lachelle [](https://www.expedia.co.uk/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/0f7d6f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/dbdc843c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/4dbc75df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816026/7c1b873a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area [](https://www.expedia.co.uk/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information) 4.6 mi from Oakland 9.2/10 Wonderful (1,000 reviews) "Room was clean staff wasexcellent breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry £114 includes taxes & fees 17 Jan - 18 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/8d2143ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, piano bar](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/f598823d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/52469d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hoxton Chicago [](https://www.expedia.co.uk/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) 4.8 mi from Oakland 9.0/10 Wonderful (1,000 reviews) "The Hoxton was such s beautiful place to stay, I loved the convenience of a speakeasy and a restaurant and bar in one spot, not only that it is conveniently located in a area where so many bars and restaurants are in walking distance" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shavon £144 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/308aeba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/1885ffcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/w3996h2667x0y0-c84e78c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites by Marriott Chicago Downtown/ River North [](https://www.expedia.co.uk/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information) River North, 4.8 mi from Oakland 9.2/10 Wonderful (1,013 reviews) "Great location, great hotel, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric £100 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/87fb06ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/10a353c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/7b541fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago West Loop Fulton Market Area [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) 4.6 mi from Oakland 9.2/10 Wonderful (1,000 reviews) "The hotel overall is my “go to” when I’m in Chicago. It’s location is great, always clean, and the rooms are comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alissa £110 includes taxes & fees 30 Jan - 31 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/1e5dfdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/a00357b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/w3995h2662x0y0-e8059ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/cff11fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago Downtown Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) The Loop, 4.5 mi from Oakland 9.2/10 Wonderful (1,004 reviews) "Wonderful location and staff was top notch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) M Kim £154 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/220cf128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/ab84c92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/3c43769a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/178af231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ACME Hotel Chicago, Outset Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information) River North, 4.9 mi from Oakland 9.0/10 Wonderful (1,936 reviews) "Love the location, room, staff, and bar." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason £64 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information) ![City view from property](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/fa1d7c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/db5b7e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/1d01cf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Chicago West Loop [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) 4.9 mi from Oakland 8.8/10 Excellent (1,153 reviews) "The room was comfortable, the breakfast was nice and the staff (in person) were responsive. It's also in a good location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Carol £126 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/357f9e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillow-top beds, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/30b0cabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/5a6cccaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/7163999b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Chicago Downtown / Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information) Streeterville, 4.9 mi from Oakland 9.0/10 Wonderful (1,003 reviews) "Great location, friendly staff, clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jared £78 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information) ![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/df6e8a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/w2880h1919x0y0-235561ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/44865590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Blu Aqua Hotel Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) 4.4 mi from Oakland 8.6/10 Excellent (1,814 reviews) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yavuz £142 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection Ambassador Gold Coast [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) Gold Coast, 5.8 mi from Oakland 8.2/10 Very good (1,266 reviews) "Solid stay in a great part of town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £105 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed (Deluxe King) | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/37ee31ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/1fffa05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/ecc355f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Emily Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) 5.1 mi from Oakland 9.2/10 Wonderful (1,286 reviews) "Clean rooms & courteous staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allyson £113 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6ee954cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed | Bathroom | Separate bathtub and shower, designer toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/37e08235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Chicago Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) 5.3 mi from Oakland 9.4/10 Exceptional (2,309 reviews) "Great hotel !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Mark £169 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/12cef3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/c6f61b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9b8e0009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) River North, 4.8 mi from Oakland 8.8/10 Excellent (2,095 reviews) "Excellent hotel plus very good location" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tomas Colocol £90 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Accessible | Living room | 55-inch LED TV with premium TV channels, TV, first-run films](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/0b2651d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LondonHouse Chicago, Curio Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) The Loop, 4.6 mi from Oakland 9.4/10 Exceptional (3,507 reviews) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie £121 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/5425f524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/15c058fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/75d50163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/bed1b2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago-O'Hare International Airport [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) 16.9 mi from Oakland 9.2/10 Wonderful (2,170 reviews) "Perfect stay. Service was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yoly £75 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24®ionId=6132392&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Oakland Find the best Oakland areas for the activities you enjoy most. - Downtown Chicago - Magnificent Mile - The Loop - River North - Theatre District ![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago showing a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes signage and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350699) ![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=) ### Downtown Chicago The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350699) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes a city, a hotel and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800025) ![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=) ### Magnificent Mile Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800025) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop - Downtown showing a ferry and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800024) ![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=) ### The Loop Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800024) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge featuring street scenes, cbd and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge which includes central business district, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350695) ![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=) ### River North Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350695) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago showing landscape views, skyline and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23710-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago showing theatre scenes, night scenes and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23730-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Frank Lloyd Wright Home and Studio which includes a house and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26627-Frank-Lloyd-Wright-Home-And-Studio.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago which includes night scenes, rides and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23718-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=651190586167894016) ![Theatre District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mxs%7EF%7E%7EzuOa%40wb%40mAwCKcDmHiMl%7B%40MZry%40_o%40v%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wPQBnQtd4sat1wXcy-Q0SbgXS1s=) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line). [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=651190586167894016) ## Top Oakland Hotel Reviews ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Beautiful " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Yes" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Great hotel " [](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "Everything was awsome" [](https://expedia.co.uk/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "Everything was good and the staff was friendly " [](https://expedia.co.uk/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "Everything was exceptional!!!!!" [](https://expedia.co.uk/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "What stood out from Palmers house hotel for me was how spacious the rooms were! I got a 2 bed for 4 guests and we all fit perfectly with luggage and all , everyone accommodated easily :) " [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Yes" [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Brianna was really nice. I traveled here on the solo trip for Christmas. She gave me great recommendations and overall, she was just friendly every day I went down to the lobby. " [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Oakland that travellers recommend? > For families, the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) shines with a rating of 8.8\. Its spacious rooms feature sofa beds and cribs, ensuring comfort for all ages. The hotel offers a complimentary buffet breakfast, making mornings straightforward. Kids will love the indoor pool, while parents can enjoy the 24-hour fitness facilities. The family-friendly atmosphere is enhanced by the option for kids' meals, allowing everyone to dine happily together. ### What hotels in Oakland offer free breakfast? ### What are the best budget hotels in Oakland? ### What are the most romantic hotels in Oakland for couples? ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Oakland hotel booking with Expedia? ### How much is the nightly rate at a Oakland hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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